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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539981Generated: November 3, 2026

Trifluoroacetic acid → 6-Benzyl-8-nitro-2-oxa-6-aza-spiro[3.4]octane

https://huagongshe.com/reaction/539981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Reactant3-(Nitromethylidene)oxetaneHCID 53346596—
SolventDichloromethaneHCID 6344—
Product6-Benzyl-8-nitro-2-oxa-6-aza-spiro[3.4]octaneHCID 7125475967.1%

Reaction Steps

To a solution of benzyl-methoxymethyl-trimethylsilanylmethyl-amine (3.0 g, 12.6 mmol) and 3-nitromethylene-oxetane (1.38 g, 12.0 mmol) in dichloromethane (60 mL) was added trifluoroacetic acid (0.93 mL, 12.6 mmol) dropwise. The mixture was stirred at room temperature for 2 hours, quenched with sodium carbonate, extracted with dichloromethane. The organic layer was dried over sodium sulfate, concentrated in vacuo. The residue was purified by column chromatography on silica gel to give 2 g of product as colorless oil. It was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-1685039ec598424198255aa497d5deb0
Source noteuspto-grants-2014_10